a "bucketful of pussy" is a term used to describe a pail/bucket full of past pussies. In other words, it is a man's past hook-ups.
Cole: Hey Dante! It's been 2 whole years in college so far, how is your bucketful of pussy coming?
Dante: Empty man, maybe if I wasn't a giant pole smoker I would have some pussies in my pail.
Cole: Yeah, your bucket will be empty forever
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